Antiseptic soap composition



United St ANTISEPTIC SOAP COMPOSITION Roland S. Shumard, Brentwood, Mo.,assignor to Monsanto Chemical Company, St. Louis; MoJa corporation ofDelaware N Drawing. Application April 21, 1952, Serial No. 283,491

7 Claims. (Cl. 252-107) where R is an aromatic hydrocarbon radical suchas phenyl, tolyl, ethyl henyl, n-propylphenyl, cumyl, nbutylphenyl,tert. butylphenyl, n-amylphenyl, sec. amylpheny Y h XyDP Y xyly cymy t yphenyl, triethylphenyl, cyclohexylphenyl, benzylphenyl,phenethylpheny-l, biphenyl, naphthyl, etc. and where A is hydrogen or analkali metal or an aliphatic radical when admixed with a detergentcomposition in minor proportions forms .a deter-gent product exhibitingexcellent antiseptic properties.

For purposes of this application the .bctaearyloyl acrylic acids, saltsand esters thereof are termed antiseptic agents hereinafter.

The antiseptic agents of this invention are readily incorporated indetergent compositions whether the latter be solid or liquid. The newantiseptic agents are nonvolatile and remain permanently in thedetergent composition. They do not affect the lathering, cleansing orphysical properties of the detergent nor do they impart any unpleasantodors nor discolor the finished detergent composition.

As exemplary of this invention, detergent containing compositions areprepared by intimately mixing the ingredients listed below to form acomposite containing 2% by weight active ingredient.

B Composition (parts by weight) A (parts by weight) "Ivory brand neutralwhite high grade toilet soap (a mixture of 80% sodium soap and potassiumsoap produced from a 70% tallow and 30% coconut oil glycerlde blend inaccordance with U. S. 2,295,594)

Beta-benzoyl acrylic acid t. 2

Methyl beta-benzoyl acrylate 2 noted below:

Table 1 Composition A B Growth no growth-.- no growth.

i P r 0" 7 Patented June 11, 1957 Composition A upon further dilutionwith nutrient agar so as to give a composition having a concentration of1 p. p. m. (1:1,000,000) of active ingredient upon being streak wi h a.24 hour old culture of Salmonella typhosa of st nd r resistance afterincubation at 37 C. for 72 ou xh bi ed no signsot acterial growth.

Replacing either of the respective antiseptic agents of Compositions Aand 3 above with any one .oi the tollowing;

- positions areprepared gby intimately mixing the ingredi- Zem's listedhelm mposite containing 2% by weightyiacfive nt.

' C D compilation (parts1hy (parts by w i ht) weight) Ivor-y brandneutral white high grade toilet soap (a mixture of sodium soap and 20%potassium :soap produced from a 70% .tallow and 30% coconut oilglyoeride blend in accord ance with U. S. 2,295,594) 98 98 Methylbeta-benaoylacrylate .l. 2

Beta-(p-phenyl-benzoyl) acrylic acid 2 Table II Composition ..l O l DGrowth no growth... no growth.

Replacing the respective antiseptic agents of Compositions C and D abovewith any one of the following:

Ethyl beta-benzoyl acrylate Isopropyl beta-benzoyl acrylate Sec. amylbeta-benzoyl acrylate n-Octyl beta-benzoyl acrylate Methylbeta-(p-methyl-benzoyl) acrylate Methyl beta-(p-isopropyl-benzoyl)acrylate Ethyl beta-(p-phenyl-benzoyl) acrylate Sodiumbeta-(p-phenyl-benzoyl) acrylate Potassium beta-(p-phenyl-benzoyl)acrylate Methyl beta-(p-phenyl-benzoyl) acrylate Beta-naphthoyl acrylicacid and evaluating in the same manner satisfactory controlof Micrococcus pyogenes var. aureus is obtained. 7 In th control ofMicrococcas 3 pyogenes var. aureus compounds of the formula -ficient.antiseptic detergent compositions. Amounts as low as 0.5 to 1% by weightbased upon the weight of Where A is a short-chain alkyl radical andwhere R is a the detergent have proved satisfactory in-some instances.

However, it is preferred to employ amounts in the order of 13% byweight. While larger amounts may be employed, as for example up tol0% byweight based upon the weight of the detergent, the upper limit will bedetermined by practical consideration. Other antiseptic agents may beincorporated as well as emollients, water softeners and the well-knownvehicles of the soap trade. Various colors, antioxidants, perfumes andthe like may be included where desirable.

The term detergent includes soap and the synthetic detergents such asthe Turkey red oils, the highly sul-V fonated fatty acids and thesulfated fatty alcohols. The term detergent includes also mixtures ofsynthetic detergents and soap. The term soap or detergent soap as usedherein is employed in its popular or ordinary meaning-that is, thosecleansing compositions, namely the wellknown washing toilet and liquidsoaps prepared from an alkali metal compound such as sodium or potassiumhydroxide and a fat or fatty acid.

The antiseptic agents of this'inventionmay be added to .the detergentcompositions during the crutching or melting or similar operation. Thenew antiseptic agents may be first dissolved in a suitable solvent andthen incorporated in the detergent if so desired. In general, any methodwhich results in the new antiseptic agent of this invention beinguniformly incorporated in the final composition is satisfactory.

.What is claimed is: A

1. An antiseptic detergent composition comprising a detergent soap and0.5 to 10% by weight based upon the detergent soap of a compound of theformula where R is an aromatic hydrocarbon radical containing not morethan 14 carbon atoms and where A is selected from the group consistingof hydrogen, sodium, potassium and alkyl radicals containing not morethan 8 carbon atoms.

2. An antiseptic detergent composition comprising a detergent soap and1-3% by weight based upon the detergent soap of a compound of theformula R. ;.-cn=cn-oo.'0n

Wll616'R is a benzenoid ydrocarbon radical and where A is a short chainalkyl radical. a

3. An antiseptic detergent. soap composition comprising a detergent soapand 13% by weight based upon the detergent soap of beta-benzoyl acrylicacid.

4. An antiseptic detergent soap composition comprising a detergentso'apand 14% by weight based upon the detergent soap of sodiumbeta-benzoyl-acrylate.

5. An antiseptic detergent soap composition comprising a detergent soapand l 3%-by weight based upon the detergent soap of methyl beta-benzoylacrylate.

6. An antiseptic detergent soap composition comprising a detergent soapand 1-3% by weight based upon the detergent soap of ethyl beta-benzoylacrylate.

I 7. An antiseptic detergent soap composition comprising a detergentsoap and 1-3% by weight based upon the detergent .soap ofbeta-(p-phenyl-benzoyl) acrylic acid.

References Cited in the file of this patent ,UNITED STATES PATENTS2,251,935 Hartung Aug. 12, 1941

2. AN ANTISEPTIC DETERGENT COMPOSITION COMPRISING A DETERGENT SOAP AND1-3% BY WEIGHT BASED UPON THE DETERGENT SOAP OF A COMPOUND OF THEFORMULA